Synthesis of uniformly defined molecular weight mannosylated dextrans and derivatives thereof
AssigneeNavidea Biopharmaceuticals, Inc.
InventorsJeffery Arnold, David A. Ralph
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Abstract
Disclosed herein is method for conjugating a metal chelating agent to a functionalized dextran by reacting a chelator with an aminated dextran backbone, where the chelator comprises a one, and only one, derivatized carboxylic acid group to form a chelator-dextran complex. In certain aspects, the dextran-chelator complex is substantially free of intra- or intermolecular crosslinking. In certain aspects, the functionalized dextran is an amine dextran, an alkynyl dextran, or a thiol dextran. In exemplary implementations, the functionalized dextran is an amine dextran. In further embodiments, one and only one carboxylic acid group on the chelating agent is derivatized as a N-hydroxysuccinimide (NHS) ester.
Claims23
A method for conjugating a metal chelating agent to a functionalized dextran comprising:
- reacting a chelator with an aminated dextran backbone, wherein the chelator comprises a one and only one derivatized carboxylic acid group, to form a chelator-dextran complex;
- wherein the dextran-chelator complex is substantially free of intra- or intermolecular crosslinking.
A method for synthesizing a monomeric tilmanocept comprising:
- a. reacting a chelator with an aminated dextran backbone, wherein the chelator comprises a plurality of carboxylic acid groups, each conjugated to a protecting group and a single activated mono-N-hydroxysuccinimide (NHS) ester, to form a chelator-dextran complex;
- b. removing the protecting groups from each of the plurality of carboxylic acid groups;
- and
- c. adding a plurality of mannose moieties to the chelator dextran complex through amidate linkage to the dextran backbone.
A substantially pure monomeric compound comprising a dextran backbone having one or more CD206 targeting moieties and one or more diagnostic moieties attached thereto.
Dependencies are inferred from the claim text.